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Conjugated nitroalkenes in cycloaddition reactions. 17*. Mechanism of (2+3) cycloaddition between (E)-3,3,3-trifluoro-1-nitroprop-1-ene and (Z)-N-methyl-C-phenylnitrone in the light of reactivity indices theory and B3LYP/6-31G* calculations

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Chemistry of Heterocyclic Compounds Aims and scope

Analysis of the reactivity indices shows the polar character of the (2+3) cycloaddition between (E)-3,3,3-tri-fluoro-1-nitroprop-1-ene and (Z)-N-methyl-C-phenylnitrone. This is confirmed by exploration of reaction paths by B3LYP/6-31G(d) algorithm. Although the transition complexes involved in the reaction mechanism are considerably asymmetric and polar, the reactions proceed via a one-step mechanism.

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Authors and Affiliations

  1. Institute of Organic Chemistry and Technology, Cracow University of Technology, 24 Warszawska St., Cracow, 31-155, Poland

    R. Jasiński, J. Socha & A. Barański

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  1. R. Jasiński
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  2. J. Socha
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  3. A. Barański
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Correspondence to R. Jasiński.

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*For communication 16, see [1].

Published in Khimiya Geterotsiklicheskikh Soedinenii, No. 7, pp. 1132-1137, July, 2013.

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Jasiński, R., Socha, J. & Barański, A. Conjugated nitroalkenes in cycloaddition reactions. 17*. Mechanism of (2+3) cycloaddition between (E)-3,3,3-trifluoro-1-nitroprop-1-ene and (Z)-N-methyl-C-phenylnitrone in the light of reactivity indices theory and B3LYP/6-31G* calculations. Chem Heterocycl Comp 49, 1055–1060 (2013). https://doi.org/10.1007/s10593-013-1343-9

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